of OH Starting materials 1 Br H,C OH 2 Br 6 Reagents a Mg / dry ether b 1. CO2 2. acidic workup c NaCN/THF or DMF Br 7 3 LOH OH e Aqueous H2SO4 at reflux f Conc. HCI or HCI (gas) g PBr d NaCN/ dil. aqueous H2SO4 h KOH/alcohol | 4 -OH 8 I KMnO/H₂O* I 5 H Na₂ CrO4 / aqueous H₂SO4 k 1. BH3/THF 2. H2O2/aq. NaOH

Introductory Chemistry: A Foundation
9th Edition
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Donald J. DeCoste
Chapter15: Solutions
Section: Chapter Questions
Problem 53QAP
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Starting materials
Br
Reagents
OH
1
H3C
OH
2
Br
6
Br
7
OH
OH
TOH
OH
8
5
H
a Mg / dry ether
e Aqueous H2SO4 at reflux
i KMnO4 / H3O+
b 1. CO2
2. acidic workup
of Conc. HCI or HCI (gas)
j Na2CrO4 / aqueous H2SO4
C NaCN/THF or DMF
g PBr3
K 1. BH3/THF 2. H₂O2/aq. NaOH
d NaCN/dil. aqueous H2SO4
h KOH alcohol
|
Transcribed Image Text:Starting materials Br Reagents OH 1 H3C OH 2 Br 6 Br 7 OH OH TOH OH 8 5 H a Mg / dry ether e Aqueous H2SO4 at reflux i KMnO4 / H3O+ b 1. CO2 2. acidic workup of Conc. HCI or HCI (gas) j Na2CrO4 / aqueous H2SO4 C NaCN/THF or DMF g PBr3 K 1. BH3/THF 2. H₂O2/aq. NaOH d NaCN/dil. aqueous H2SO4 h KOH alcohol |
OH
Starting materials
Br
Reagents
1
OH
H3C
2
རྨ.
Br
Br
7
3
OH
OH
HO+
8
5
H
a Mg / dry ether
e Aqueous H2SO4 at reflux
i KMnO4 / H3O+
b 1. CO2 2. acidic workup
of Conc. HCI or HCI (gas)
j Na2 CrO 4 / aqueous H2SO4
c NaCN/THF or DMF
g PBr3
k 1. BH3/THF 2. H₂O₂/aq. NaOH
d NaCN/dil. aqueous H2SO4
h KOH/alcohol
|
Transcribed Image Text:OH Starting materials Br Reagents 1 OH H3C 2 རྨ. Br Br 7 3 OH OH HO+ 8 5 H a Mg / dry ether e Aqueous H2SO4 at reflux i KMnO4 / H3O+ b 1. CO2 2. acidic workup of Conc. HCI or HCI (gas) j Na2 CrO 4 / aqueous H2SO4 c NaCN/THF or DMF g PBr3 k 1. BH3/THF 2. H₂O₂/aq. NaOH d NaCN/dil. aqueous H2SO4 h KOH/alcohol |
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